Manufacture of azo dyestuffs of the anthraquinone series and process of making same.



Ph. D., chemist,

rinirnn sTATEs PATENT orrrcn ALBRECHT SCHMIDT, OF HljCI-IST-ON-THE-MAIN, AND GEORG KRANZLEIN, F SIND- LINGEN, 'NEAR HooHs'r-o'N-THE-MAiN, GERMANY,

ASSIGNORS To FARBWERKE VOR-M. IST E LUCIUS & BRfiNING, or HocHsT-oN-rHE-MAI GERMANY, A

CORPORATION OF GERMANY.

MANUFACTURED AZO DYESTUFFS 0F THEQANTHRAQUIVIINONE sEnIEs AND PROCESS OF- MAKING SAME.

No Drawing. Application Specification of Letters Patent. filed September 27, 1911. Serial lil'o. 651,639.

lPatented June a, 1912;

To all ziihom at mag concern:

Be it known that we, ALBRECHT SCHMIDT, and Gross KRKN EIN, chemist, citizens of the Empireof Ph. D

Germany, residing at Hochst-on-the-Main and S1ndl1ngen,-near Hochstson-the-Maln, respectively, in the Province of; Hesse Nassau and Kingdom of Prussia, Germany,

-Processes of following 1s a speclfication'.

have invented provements 1n the Manufacture of A Dyestuffs of the Anthraquinone Series and Making Same, of which the By combining the diazo derivatives ob-' 'tainable from acids .with -a-c'eto-acetic arylami'ds, azo dyes'tutfs of great brillian'cy are obtained, haying'the general formula i A uzuc inooomin in which A standsjfor an anthraquinonesulr 'fonic residue and R forfan aryl residue. Thus, fo'ninstance, the azo dyestufi' from, aminoanthraquinone sulfonic acid- NH (2)- 30 (3) obtainableby sulfonating g amino anthraqu-inone and aceto-acetic anllldr'dves wool l and silk an extremely pure yellow shade.

' Example: 64.0 kg. t-aminoanthraqu'inone w th concentrated hydrochloric acid until a thickp'aste is obtained, which is then diluted with 400 liters While stirring,

of water and cooled. at solution of '12 kg. of sodi-umnitrite in liters of water is allowed to drop in until the diazotizing is completed. The resulting paste" is then run into a solution, rendered alkaline with soda, of 30 kg, of aceto-acetic anilid'in 400 liters of spirit, care being taken, that the mixture always remains alkaline. 'Itis then quickly heated, and the product is filtered out and washed with water; if necessary with spirit. The yellow dyestuff thus obtained is, when dry, a yellow powder, ditlicultly soluble in hot water with a yellow color, soluble in concentrated sulfuric acid with Copies of this patent may be obtained for fve cents each. by

certainnew and useful Im-z invention'what we claim the manufacture of general formula:

aminoanthraquinonesulfonic an winch A stands for are rubbed together I an orange-red color, which may be directly rubbed to a paste and used in coloring. It yields on wool and silk a pure greenish-yellow color of remarkable fastness to milling.

'Instead of the aminoanthraquinone-monosulfonic acids, the a-minoanthraquinone-di-- sulfonic acids may also be used.

laying now particularly described our 1s: 1. The herein-described new process for azo dyestuffs having the fonic residue and R for an aryl residue,-

whichconsists in combining diazotized aminoanthraqumonesulfonic acld with an acetoa'cetic-aryhd'.

2. As new'products the azo dyestufi's, ob-

:tained by combining diazotized aminoanthraquinonesulfonic acid with an aceto-acetic arylid, having thegeneral formula in which A means-an anthraquinone-sulfonic acid residue and R means an aryl resi-' due, dyeing wool and silk yellow shades of great fastnessl As a new product the azo dyestuii obtained from diazotized 2-aminoanthraquinone-3-sulfonic acid and aceto-acetic anilid, being when dry, a yellow powder, diflicultly soluble in hot water with a yellow color, soluble in concentrated sulfuric acid with an orange-red color and dyeing wool and s iik greenish-yellow tints of great intensity a'nd a'good fastness to light and water.

In testimony whereof, we aflix our signatures in presence of two witnesses.

ALBRECHT SCHMIDT. GEORG KRANZLEIN.

W'itnesses:

JEAN GRUND, CARL GRUND.

addressing the Commissioner of Patents,

Washington, D. 0. M

an anthraquinonesul- 

